GTM: New Verticals Lead

GTM: New Verticals Lead

Harper is an AI-native commercial insurance company in San Francisco. Were not bolting AI onto insurance - were rebuilding the entire business as software, on a simple bet: turning expert human judgment into compute is one of the largest transitions left to make, and a trillion-dollar industry still run 90% by hand is the place to prove it. Weve grown ~100x in the last year and we move at that speed - on-site, in person, long days, very high standards. Almost no one joins Harper for insurance; they join to build the company that replaces how it works.

The Role

Harper has shown it can take a small-business owner and turn them into a covered customer - at scale, with AI doing a ton of the work behind the human who closes. That motion works. This role takes it into territory we havent entered yet.

A "vertical" is a new kind of business for Harper to insure. Sometimes its something we already touch and have started to see early signals in. More often its somewhere we dont operate yet and want to explore. The world keeps creating new ones - a trend shows up in the news, a new kind of company starts scaling, an industry shifts or appears that didnt exist a few years ago - and someone has to decide whether and how Harper should cover it. That someone is you.

This is the explorers seat. Youll spend your time in unexplored territory: reading where the world is heading, finding where demand is forming before its obvious, pressure-testing whether Harper can serve a new market well, and turning a faint signal into a real, repeatable business. The path is messy on purpose - theres no map for a market no one has built yet, and a lot of the job is making good decisions with incomplete information. Winning looks like taking something from its first five customers all the way to thousands, then handing it off and going to find the next frontier.

What Youll Do

• Find the next vertical. Watch where the world is going - new industries, new kinds of businesses, shifts you notice before theyre consensus - and bring a sharp point of view on where Harper should go next.

• Pressure-test the opportunity. Decide, with limited information, whether a new market is real and whether Harper can serve it well. Bring the thesis and make the case.

• Map the path with the team. Work alongside our market and underwriting teams to understand how a new kind of business can actually be covered and what it would take to do it well.

• Stand it up end to end. Turn a cold idea into a working business - the workflow, the tools, the way a customer goes from interested to covered. You design the motion; the team builds it with you.

• Prove it with real customers. Get the first handful of customers covered and learn what truly works - sometimes by getting on the phone yourself. The goal is a motion tested on real deals, not a plan on a slide.

• Drive intake quality and L&D. A clean handoff is where a new vertical succeeds or stalls. Find where things break, fix the patterns, and bring the people working in your vertical up to speed.

• Make it repeatable, then hand it off. Codify what works so a team can run it without you - which frees you to go explore the next territory.

• Use AI as your default leverage. Do the work of a much larger team with AI doing the heavy lifting and you on top - deciding, verifying, and owning the calls.

Who You Are

• Youre a few years into your career and have already shown you can own ambiguous, high-stakes work and figure it out - at a startup, in a GTM or operating role, in consulting or banking, or by building something yourself.

• Youve helped take something from an early idea to real traction - a product, a market, a feature, a business line - and you want a bigger swing of your own next.

• Youre a builder, not a scaler. You create structure where theres none, and youd be bored inheriting a motion someone else already proved.

• Youre a generalist: comfortable moving across strategy, operations, and commercial work in the same day, and willing to do any of it yourself.

• You can get people who dont report to you pulling in the same direction.

• Youre curious about the world and quick to form a view on where things are heading.

• You move fast when the picture is incomplete and make the call instead of waiting for certainty.

• You learn new domains fast. You dont need insurance experience - you do need to get up to speed on a new market quickly.

• You treat AI as real leverage and expect to do the work of a much larger team.

• High-agency operators looking for their first real ownership - and ex-founders early in their journey - tend to thrive here.

The Reality

This is a builders seat, not a managers. Theres no existing team, playbook, or roadmap for the verticals youll open - that absence is the job. Youll spend your days context-switching between sizing up a new market, designing how it should work, and getting the first customers covered, often all before lunch. The path is genuinely messy: incomplete information, no precedent, and some bets that wont pan out. Its on-site in San Francisco, in the building, long days, Monday through Friday, with travel when a new market calls for it.

This isnt a role where you inherit a plan and execute it - you write the plan. Almost no one takes this job for insurance. They take it because getting to explore new ground and build a business from a signal up, inside a company growing ~100x, is about as close to founding something as you can get without leaving. If that reads as the point, apply. If the ambiguity reads as a cost, this isnt the seat.

What Were Looking For

• ~3-6 years owning ambiguous problems and delivering - startup operating or GTM, new-market or new-product work, consulting, banking, or founding something

• Evidence you can take something from an early idea toward real traction, even if you didnt do it alone

• Comfort operating with ambiguity and incomplete information

• Based in SF or willing to relocate; on-site, in person

Nice to Have

• Experience launching a new market, product, or vertical at a scaled startup or unicorn

• Founder or early-operator background - youve built something from nothing

• Comfort partnering closely with product, engineering, and operating teams

• Marketplace, fintech, or other operationally complex / regulated-industry experience

Compensation & Logistics

• Base salary: $125,000-$170,000, plus variable and equity

• Equity: Yes - meaningful, reflecting the early, high-ownership scope of the seat

• Schedule: Monday-Friday, long days, on-site in San Francisco; occasional travel as new markets require

• Licensing: Open to obtaining a commercial insurance producer license if the work calls for it (Harper pays for training and the exam)

Benefits

• Uber commuter benefits

• Meals provided - breakfast, lunch, and dinner

• Snacks, drinks, and coffee stocked daily

• Free gym membership

• Health, dental, and vision insurance

Hiring Process

• Lead screen - fit and alignment

• Founder screen - skills, judgment, and how you think about a new market

• Super day - how you actually operate, in real time, on a real problem

To Apply

Send your resume and a short pitch: name one industry or kind of business you think is about to need insurance - or need it differently than it does today - and tell us why, plus how youd test the idea with the first few customers. Tell us about something you took from zero to real scale, too - and the one thing youd have done sooner.